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≥99% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
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SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Velagliflozin is an orally available sodium-glucose cotransporter 2 ( SGLT2 ) inhibitor, with anti-diabetic activity.
In Vitro
Velagliflozin is an oral sodium-glucose cotransporter 2 ( SGLT2 ) inhibitor with antidiabetic activity. Velagliflozin reduces renal glucose reabsorption and stimulates glycosuria, which lowers blood sugar and insulin concentrations. MCE has not independently confirmed the accuracy of these methods. They are for reference only.
In Vivo
Velagliflozin (1 mg/kg; p.o.; single dose) increases cholesterol, albumin, beta-hydroxybutyrate (BHB), nonesterified fatty acids (NEFA), and urinary glucose excretion, and decreases respiratory exchange ratio in cats . Velagliflozin (0.3 mg/kg; p.o.; once daily for 18 d) is well tolerated and can improve insulin disorders and prevent laminitis in ponies by reducing the high insulin response of dietary non-structural carbohydrates (NSC). MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Form:Solid
IC50& Target:SGLT2
| Canonical Smiles | C1CC1C2=CC=C(C=C2)CC3=C(C=CC(=C3)C4C(C(C(C(O4)CO)O)O)O)C#N |
|---|---|
| IUPAC Name | 2-[(4-cyclopropylphenyl)methyl]-4-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]benzonitrile |
| InChIKey | SENUNDCNOYAWGN-ZQGJOIPISA-N |
| INCHI | 1S/C23H25NO5/c24-11-17-8-7-16(23-22(28)21(27)20(26)19(12-25)29-23)10-18(17)9-13-1-3-14(4-2-13)15-5-6-15/h1-4,7-8,10,15,19-23,25-28H,5-6,9,12H2/t19-,20-,21+,22-,23+/m1/s1 |
| Isomeric SMILES | C1CC1C2=CC=C(C=C2)CC3=C(C=CC(=C3)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C#N |
| Alternate CAS | 946525-65-1 |
| PubChem CID | 24862817 |
| MeSH Entry Terms | 2-((4-cyclopropylphenyl)methyl)-4-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)benzonitrile;velagliflozin |
| Molecular Weight | 395.45 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic oxygen compounds |
| Class | Organooxygen compounds |
| Subclass | Carbohydrates and carbohydrate conjugates |
| Intermediate Tree Nodes | Glycosyl compounds |
| Direct Parent | Phenolic glycosides |
| Alternative Parents | Diphenylmethanes Hexoses C-glycosyl compounds Benzonitriles Oxanes Secondary alcohols 1,2-diols Oxacyclic compounds Nitriles Dialkyl ethers Primary alcohols Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | Phenolic glycoside - Diphenylmethane - Hexose monosaccharide - C-glycosyl compound - Benzonitrile - Monocyclic benzene moiety - Benzenoid - Monosaccharide - Oxane - 1,2-diol - Secondary alcohol - Oxacycle - Dialkyl ether - Organoheterocyclic compound - Ether - Polyol - Carbonitrile - Nitrile - Cyanide - Primary alcohol - Hydrocarbon derivative - Organic nitrogen compound - Alcohol - Organonitrogen compound - Aromatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. |
| External Descriptors | Not available |
| Solubility | DMSO : 200 mg/mL (505.75 mM; Need ultrasonic) |
|---|---|
| Molecular Weight | 395.400 g/mol |
| XLogP3 | 2.000 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 5 |
| Exact Mass | 395.173 Da |
| Monoisotopic Mass | 395.173 Da |
| Topological Polar Surface Area | 114.000 Ų |
| Heavy Atom Count | 29 |
| Formal Charge | 0 |
| Complexity | 593.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 5 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |